Cyanoacetamide → 5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

HRID 1590024

반응식

HRID 1590024 반응식
[CH2:1]([CH:3]([C:6](=O)[CH3:7])[CH:4]=O)[CH3:2].[Na].[C:10]([CH2:12][C:13]([NH2:15])=[O:14])#[N:11].C([O-])(=O)C.[NH2+]1CCCCC1>O.C(O)(=O)C>[C:10]([C:12]1[C:13](=[O:14])[NH:15][C:1]([CH3:2])=[C:3]([CH2:6][CH3:7])[CH:4]=1)#[N:11]

참가 물질

7

반응물 4

HCID 7898CyanoacetamideHCID 3014295Piperidinium acetateHCID 5360545SodiumHCID 152284102-Ethyl-3-oxobutanal

생성물 1

HCID 102411095-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

According to the method described in J. Heterocyclic Chem., 24, 351 (1987), a mixture of 2-ethyl-3-oxobutanal, sodium salt (37.5 g, 0.275 mmol), cyanoacetamide (25.2 g, 0.30 mol), aqueous piperidinium acetate (22 mL) [prepared from glacial acetic acid (4.2 mL), water (10 mL) and piperidine (7.2 mL)] in water (775 ml) was refluxed for four hours. Glacial acetic acid (30 ml) was added cautiously (much foaming) as the product precipitated. Upon cooling to room temperature, the product was collected by filtration, washed with cold water and air dried to yield 22.3 g (50%), m.p. 237°-240° C.

후처리

  1. temperaturewas refluxed for four hours
  2. customprecipitated
  3. filtrationthe product was collected by filtration
  4. washwashed with cold water and air
  5. customdried
  6. customto yield 22.3 g (50%), m.p. 237°-240° C.

출처 및 근거

ORD 기록
ord-c13a794bbf5e49d3aeca3817a0d071cc
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05202243

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